data_A1IBU
# 
_chem_comp.id                                    A1IBU 
_chem_comp.name                                  2-hydroxy-3-keto-glucal 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C6 H8 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2~{R},3~{R})-2-(hydroxymethyl)-3,5-bis(oxidanyl)-2,3-dihydropyran-4-one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-14 
_chem_comp.pdbx_modified_date                    2025-10-24 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        160.125 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IBU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9FBE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
A1IBU C4 C1 C 0 1 N N N N N N -14.132 11.406 -20.161 -0.626 1.694  -0.089 C4 A1IBU 1  
A1IBU C5 C2 C 0 1 N N N N N N -13.445 11.469 -21.269 -1.597 0.763  0.017  C5 A1IBU 2  
A1IBU C6 C3 C 0 1 N N N N N N -14.079 12.177 -22.431 -1.288 -0.607 -0.111 C6 A1IBU 3  
A1IBU C1 C4 C 0 1 N N R N N N -15.578 12.223 -22.513 0.140  -1.018 -0.382 C1 A1IBU 4  
A1IBU C2 C5 C 0 1 N N R N N N -16.204 12.083 -21.097 1.071  0.062  0.184  C2 A1IBU 5  
A1IBU C3 C6 C 0 1 N N N N N N -17.666 11.752 -21.359 2.509  -0.218 -0.255 C3 A1IBU 6  
A1IBU O1 O1 O 0 1 N N N N N N -15.951 13.456 -23.094 0.407  -2.267 0.259  O1 A1IBU 7  
A1IBU O2 O2 O 0 1 N N N N N N -17.883 10.456 -21.811 3.388  0.721  0.367  O2 A1IBU 8  
A1IBU O3 O3 O 0 1 N N N N N N -15.531 11.112 -20.274 0.652  1.335  -0.326 O3 A1IBU 9  
A1IBU O4 O4 O 0 1 N N N N N N -12.056 11.550 -21.213 -2.884 1.149  0.250  O4 A1IBU 10 
A1IBU O5 O5 O 0 1 N N N N N N -13.403 12.727 -23.256 -2.160 -1.446 -0.005 O5 A1IBU 11 
A1IBU H7 H1 H 0 1 N N N N N N -13.667 11.568 -19.200 -0.876 2.740  0.014  H7 A1IBU 12 
A1IBU H2 H2 H 0 1 N N N N N N -15.930 11.386 -23.133 0.300  -1.115 -1.455 H2 A1IBU 13 
A1IBU H3 H3 H 0 1 N N N N N N -16.157 13.068 -20.609 1.014  0.060  1.273  H3 A1IBU 14 
A1IBU H4 H4 H 0 1 N N N N N N -18.224 11.889 -20.421 2.789  -1.229 0.040  H4 A1IBU 15 
A1IBU H5 H5 H 0 1 N N N N N N -18.048 12.451 -22.118 2.583  -0.122 -1.339 H5 A1IBU 16 
A1IBU H1 H6 H 0 1 N N N N N N -15.188 13.868 -23.481 -0.147 -2.996 -0.052 H1 A1IBU 17 
A1IBU H6 H7 H 0 1 N N N N N N -18.813 10.321 -21.953 4.319  0.603  0.133  H6 A1IBU 18 
A1IBU H8 H8 H 0 1 N N N N N N -11.737 12.047 -21.957 -3.000 2.106  0.324  H8 A1IBU 19 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
A1IBU O1 C1 SING N N 1  
A1IBU C1 C2 SING N N 2  
A1IBU C1 C6 SING N N 3  
A1IBU C2 C3 SING N N 4  
A1IBU C2 O3 SING N N 5  
A1IBU C3 O2 SING N N 6  
A1IBU O3 C4 SING N N 7  
A1IBU C4 C5 DOUB N N 8  
A1IBU C5 O4 SING N N 9  
A1IBU C5 C6 SING N N 10 
A1IBU C6 O5 DOUB N N 11 
A1IBU C4 H7 SING N N 12 
A1IBU C1 H2 SING N N 13 
A1IBU C2 H3 SING N N 14 
A1IBU C3 H4 SING N N 15 
A1IBU C3 H5 SING N N 16 
A1IBU O1 H1 SING N N 17 
A1IBU O2 H6 SING N N 18 
A1IBU O4 H8 SING N N 19 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
A1IBU InChI            InChI                1.06  "InChI=1S/C6H8O5/c7-1-4-6(10)5(9)3(8)2-11-4/h2,4,6-8,10H,1H2/t4-,6-/m1/s1" 
A1IBU InChIKey         InChI                1.06  CLDKGBMTBWSEPC-INEUFUBQSA-N                                                
A1IBU SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1OC=C(O)C(=O)[C@@H]1O"                                             
A1IBU SMILES           CACTVS               3.385 "OC[CH]1OC=C(O)C(=O)[CH]1O"                                                
A1IBU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1=C(C(=O)[C@@H]([C@H](O1)CO)O)O"                                         
A1IBU SMILES           "OpenEye OEToolkits" 2.0.7 "C1=C(C(=O)C(C(O1)CO)O)O"                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1IBU 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R},3~{R})-2-(hydroxymethyl)-3,5-bis(oxidanyl)-2,3-dihydropyran-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IBU "Create component" 2024-05-14 PDBE 
A1IBU "Initial release"  2025-10-29 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IBU 
_pdbx_chem_comp_synonyms.name         "(2~{R},3~{R})-2-(hydroxymethyl)-3,5-bis(oxidanyl)-2,3-dihydropyran-4-one" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
